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Usage

Uses

Used in Pharmaceutical Synthesis:
(R)-2,2,2-Trifluoro-1-phenylethylamine HCl is utilized as an intermediate in the synthesis of various pharmaceuticals, contributing to the development of new drugs due to its unique structural properties.
Used in Agrochemical Production:
(R)-2,2,2-Trifluoro-1-phenylethylamine HCl also serves as an intermediate in the production of agrochemicals, playing a role in the creation of substances that help protect and enhance crop yields.
Used as a Chiral Auxiliary in Asymmetric Synthesis:
(R)-2,2,2-Trifluoro-1-phenylethylamine HCl is employed as a chiral auxiliary in asymmetric synthesis, aiding in the production of enantiomerically pure compounds, which is essential for the synthesis of biologically active molecules.
Used in Organic Synthesis:
Due to its distinctive stereochemistry and reactivity, (R)-2,2,2-Trifluoro-1-phenylethylamine HCl is a valuable building block in organic synthesis, facilitating the creation of a wide range of chemical compounds for various applications.

InChI:InChI=1/C8H8F3N.ClH/c9-8(10,11)7(12)6-4-2-1-3-5-6;/h1-5,7H,12H2;1H/t7-;/m1./s1

Upstream product

• 128404-36-4 [1-Phenyl-eth-(E)-ylidene]-(2,2,2-trifluoro-1-phenyl-ethyl)-amine 
• 119561-20-5 N-benzylidene(1-phenyl-2,2,2-trifluoroethyl)amine 
• 434-45-7 2,2,2-Trifluoroacetophenone 
• 885315-17-3 (+)-(S_S,S)-2-methyl-N-(2,2,2-trifluoro-1-phenylethyl)propane-2-sulfinamide 
• 1258542-26-5 (Rs,R)-N-(2,2,2-trifluoro-1-phenylethyl)-tert-butanesulfinamide 
• 1223578-73-1 (S(S),R)-N-(2,2,2-trifluoro-1-phenylethyl)-2-propanesulfinamide 
• 1334287-93-2 (S)-4-methoxy-N-(2,2,2-trifluoro-1-phenylethyl)aniline 
• 1190864-56-2 3-(((S)-2,2,2-trifluoro-1-phenylethyl)amino)-3-methylbutanamide 
• 62197-91-5 N-(1-phenylethyl)-2,2,2-trifluoro-1-phenylethan-1-imine 
• 119561-19-2 N-(1-phenyl-2,2,2-trifluoroisopropylidene)benzylamine 

Relevant academic research and scientific papers

Diastereoselective addition of organomagnesium and organolithium reagents to chiral trifluoromethyl N-tert-butanesulfinyl hemiaminals

The asymmetric synthesis of trifluoromethylated tertiary and secondary carbinamines (α,α-dibranched and α-branched amines) was achieved by reaction of alkyl, aryl and allyl organomagnesium or organolithium reagents to trifluoromethyl N-tert-butanesulfinyl

Stereodivergent trifluoromethylation of: N -sulfinylimines by fluoroform with either organic-superbase or organometallic-base

Here we have successfully demonstrated the first stereodivergent direct nucleophilic trifluoromethylation of N-sulfinylimines using the potent greenhouse gas "HFC-23, fluoroform" with an organic-superbase or an organometallic-base in high yields and selectivity.

METHOD FOR PRODUCING OPTICALLY ACTIVE TRIFLUOROMETHYL GROUP-CONTAINING AMINO ACID DERIVATIVE

PROBLEM TO BE SOLVED: To provide methods for producing optically active trifluoromethyl group-containing sulfinamide derivatives and optically active amino acids/hydrochlorides, using trifluoromethane as a generator of trifluoromethyl anions. SOLUTION: Th

Palladium(II)-catalyzed enantioselective synthesis of α- (trifluoromethyl)arylmethylamines

Trifluoromethylacetaldimines, generated in situ from the corresponding N,O-acetals, undergo 1,2-addition of arylboroxines under palladium(II) catalysis to generate a variety of α-(trifluoromethyl)arylmethylamines with good to high enantioselectivity (up to 97% ee). The pyridine-oxazolidine (PyOX) class of ligands was found to be particularly suitable for this transformation, which proceeds without exclusion of ambient air and moisture.

Thermocontrolled benzylimine-benzaldimine rearrangement over Nafion-H catalysts for efficient entry into α-trifluoromethylbenzylamines

Nafion-H and Nafion SAC-13 are efficient solid Br?nsted acid catalysts for the preparation of trifluoromethyl ketimines from benzylamines and trifluoromethylated ketones in high yields. A finely tuned benzylimine- benzaldimine rearrangement by facile 1,3-hydrogen shift has been achieved for the formation of fluorinated benzaldimines in high yields by careful optimization of reaction conditions including attempts under microwave conditions and a flow system. These α-trifluoromethylated benzaldimines are efficient precursors for pharmaceutically important α- trifluoromethylated benzylamines, accessed through their direct acid hydrolysis.

One-pot asymmetric synthesis of α-trifluoromethylated amines from α-trifluoromethyl ketones

Diastereoselective reduction of (Rs)-N-tert-butanesulfinyl α-trifluoromethyl ketimines formed in situ from the corresponding α-trifluoromethyl ketones and N-tert-butanesulfinamide has been achieved, and either diastereomer of N-tert-butanesulfinyl α-trifl

Enantiodivergent approach to trifluoromethylated amines: A concise route to both enantiomeric analogues of calcimimetic NPS R-568

Reported herein is a straightforward and enantiodivergent synthesis of both enantiomers of trifluoromethylated analogues of calcimimetic NPS R-569 in a highly estereoselective manner. The synthesis features a diastereoselective synthesis of the N-(isopropylsulfinyl)imine unit by the "DAG methodology" and a diastereoselective addition of Ruppert Prakash's reagent to the imine as the key steps. No protecting groups were necessary, permitting an atom economic synthesis in only six steps. Further addition reactions of the CF3 anion to different N-(isopropylsulfinyl)imines were performed to demonstrate the suitability of the sulfinyl substituent to balance perfectly reactivity and diastereoselectivity.

Rhodium-catalyzed diastereoselective 1,2-addition of arylboronic acids to chiral trifluoroethyl imine

Rhodium-catalyzed 1,2-addition of arylboronic acids 4a-j to chiral trifluoroethyl imine 3 afforded diastereomerically enriched sulfinamides 5a-j. The chiral auxiliary of the sulfinamide products was readily removed under acidic methanolysis to provide the corresponding trifluoroethylamine analogs 6a-j.

Asymmetric syntheses of 1-Aryl-2,2,2-trifluoroethylamines via diastereoselective 1,2-addition of arylmetals to 2-Methyl-N-(2,2,2- trifluoroethylidene)propane-2-sulfinamide

Condensation of N-tert-butanesulfinamide (S)-1 with trifluoroacetaldehyde hydrate 2a afforded 2-methyl-N-(2,2,2-trifluoroethylidene)propane-2-sulfinamide 3. Without isolation and purification, imine 3 was added to various aryllithium reagents to give high